This pretty-plaid waterproof jacket has a reflective drop-down rear panel (three snaps keep it up when not in use) and reflective-piping accents. A left-side chest pocket has a hidden audio port, and side gussets let you customize fit.

With a maximum run time of 18 hours (on flash mode; one hour and 30 minutes on high), the 550 offers more than enough light to get you to the office in the predawn hours. The entire Urban line (there are three models) is rechargeable, so getting home shouldn’t be a problem either.

At first glance, this basic piece looks like any other tailored, straight skirt in the average woman’s closet. But its four-way-stretch fabric, high-cut waist, durable exterior, and 12 inches of additional material at the bottom hem (that become exposed via a zipper down the back) make this skirt ride friendly.

This leather-and-herringbone-fabric high-top is sophisticated and simple at the same time. Features include a recessed cleat, variable flex shank for better power transfer to the pedals and more comfort on the sidewalk, and an elastic catch on the tongue to keep your laces from getting sucked into the chain ring.

Made from hemp bull-dog-weave outer fabric, this messenger bag feels indestructible. Storage is not at a minimum: You get a roomy main compartment with three additional pockets. Outside you get five, two with zippers. Three buckles and an abundance of Velcro on the full-coverage flap keep your valuables secure.

The great thing about these pieces is that what you see isn’t all that you get—some details are meant for only the wearer to enjoy. What you see: a reinforced seat panel and adjustable cuffs on the shorts, and a covered placket on the shirt to prevent wear from bag straps.

Store this minimalist vest in your purse or messenger bag for unexpected rides, or even walks, after dark—its built-in stuff pocket packs it down to the size of a small wallet. It’s lightweight, roomy enough to fit over a jacket, and reflective from every angle.

This water-resistant, fleece-backed softshell jacket looks more like a casual piece you’d pair with jeans on a Friday night. But like all things Betabrand, an unbutton here and a de-Velcro there reveals reflectivity in all the right places—around the cuffs, across the back, and on the shoulders.